Listing Price: $3,250,000

266 Chase Ave
Winter Park, FL 32789
Orange

  • 5 beds
  • 5 baths
  • 4662 sqft
  • 1930 built
  • $697 per sqft
  • SINGLE FAMILY RESIDENCE

Basic Information

  • Pool :
  • Flooring : "Marble", "Tile", "Wood"
  • Cooling : "Central Air", "Zoned"
  • Heating : "Central", "Heat Pump", "Zoned"
  • Total Parking Spaces : 2
  • Garage Spaces : 2
  • Sewer : "Public Sewer"
  • Stories Total : 2
  • Construction Materials : "Frame"
  • Roof : "Shake"
  • Listing Status : Active

About This Property

  • Public Remarks : One of Winter Park’s iconic and cherished homes, just a short distance from Park Avenue. On one of the most picturesque, brick-lined streets in downtown Winter Park, this extraordinary residence is a rare opportunity to own a piece of the city’s rich architectural history, fully reimagined with modern elegance and thoughtful design. On the same city block as the Alfond Inn and a two-block stroll to the world-renowned Park Avenue, this home offers not only luxurious living but an unparalleled lifestyle in one of Central Florida’s sought-after communities. Park Avenue is the heartbeat of Winter Park, a tree-lined promenade brimming with charm, home to award-winning restaurants, boutique shopping, art galleries and cultural landmarks. Residents and visitors alike are drawn to its timeless ambiance, where the rhythm of the day flows from morning coffee at a corner café to evening dinners under twinkling lights. Whether enjoying “Movies in the Park,” seasonal art festivals, the lively Winter Park Farmers’ Market or beloved holiday parades, living here means having a front-row seat to all of Winter Park’s treasured traditions. Originally built in the 1930s, this five-bedroom, 5.5-bath home has been meticulously renovated in recent years to preserve its historic character while seamlessly incorporating every modern convenience. From the moment you enter, you’re greeted by gleaming hardwood floors, classic architectural details and a warm, inviting atmosphere. The gracious living room centers around a charming fireplace, flanked by two sets of French doors that lead to a cozy sunroom, ideal for morning coffee or afternoon reading. A formal dining room provides an elegant setting for entertaining, while the open-concept kitchen and family room encompass a blend of functionality and style. The kitchen is a showpiece, featuring a large 15-foot Soma quartz island and countertops and marble backsplash, handcrafted cabinetry, top-of-the-line Wolf and Sub-Zero appliances, and a custom wet bar with under-counter wine refrigerator. It’s a space designed for gatherings, large or small. The expansive and private primary suite is on the main level and features a walk-in closet with custom built-ins and a luxurious en-suite bath with dual sinks and a marble/glass shower. Upstairs, you’ll find three additional bedroom suites, including one that could easily serve as a second primary suite, complete with French doors leading to a covered balcony. Each bedroom offers its own en-suite bath, hardwood floors and thoughtfully designed closet space with built-ins. A spacious first-floor laundry room offers ample storage, while the detached two-car garage includes a beautifully renovated first-floor guest cottage. Complete with a kitchenette, full bath, and cedar-lined walk-in closet, it’s the ideal space for guests, a home office or extended family. Surrounded by lush landscaping and a charming circular driveway, this home radiates curb appeal and classic Winter Park style. Whether you're walking to Park Avenue for dinner, enjoying a leisurely afternoon in Central Park, or simply soaking in the historic beauty of your neighborhood, this home places you at the center of it all. This is more than just a home, it’s a lifestyle and a rare chance to own one of Winter Park’s rare downtown area treasured properties.

Agency

This listing is courtesy of:
  • Agency Name : PREMIER SOTHEBY'S INTL. REALTY
  • Agency Phone : 407-644-3295
  • Agency ID : 261014339
  • MLS ID : O6296421
  • Agent Name : Mick Night
  • Agent Phone : 407-629-4446
  • Agent Email : [email protected]
  • Listing Terms :
  • Showing Instructions :

Amenities & Features

  • Architectural Style :
  • Appliances : "Bar Fridge", "Dishwasher", "Disposal", "Dryer", "Range", "Range Hood", "Refrigerator", "Washer"
  • Patio & Porch Features : "Covered", "Deck", "Front Porch", "Porch"
  • Interior Features : "Attic Fan", "Ceiling Fans(s)", "Crown Molding", "Eat-in Kitchen", "Kitchen\/Family Room Combo", "Primary Bedroom Main Floor", "Solid Wood Cabinets", "Stone Counters", "Walk-In Closet(s)", "Wet Bar"
  • Association Amenities :
  • Building Features :
  • Door Features :
  • Exterior Features : "French Doors", "Irrigation System", "Rain Gutters", "Sidewalk"
  • Fireplace Features : "Living Room"
  • Security Features : "Security System", "Security System Owned", "Smoke Detector(s)"

Location

266 CHASE AVE

  • Address : 266 CHASE AVE
  • City : Winter Park
  • County : Orange
  • State : FL
  • Country :
  • Zip Code : 32789
  • Latitude : 28.59600449
  • Longitude : -81.34552765

Fees & Taxes

  • Tax Billed Amount : $25,228
  • Tax Market Value Year : 2023
  • Association Fee :

School Information

  • Elementary School : Audubon Park K8
  • Middle or Junior School : Audubon Park K-8
  • High School : Winter Park High

Walk Score

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